Formaldehyde → Dichloromethane methanol ammonium hydroxide

Participants

Reaction Steps

To N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-(piperazin-1-ylmethyl)imidazo[1,2-a]pyridine-3-carboxamide (4 mg, 0.0079 mmol; prepared as in Example 30) in MeOH/DCM (1 mL/0.5 mL) was added NaBH(OAc)3 (5.0 mg, 0.024 mmol) and HCHO (as a 35% aqueous solution) (2.4 mg, 0.079 mmol). The reaction mixture was stirred for 30 minutes, and then concentrated under reduced pressure. Silica gel chromatography (DCM/MeOH/NH4OH 10:1:0.1) provided the final product (3 mg). MS (ES+APCI) m/z=523 (M+H).

Provenance & Evidence